The Plymouth is a welcoming 62+ independent living community located in the heart of Winter Park, Florida. Offering thoughtfully designed apartment homes and a wide range of conveniences, residents enjoy a comfortable and engaging lifestyle in one of Central Florida's most desirable areas.
Apartment interiors feature kitchens with granite countertops, spacious walk-in closets, phone and cable connections, and indoor entry through air-conditioned hallways. Additional building conveniences include trash chutes on every floor, a common area laundry room, and 24-hour emergency maintenance for peace of mind.
The community offers a secure and active living environment with tele-entry-controlled access, resident computer stations, community rooms with televisions and meeting tables, and a fully stocked library. Residents also enjoy regularly scheduled monthly activities that promote connection and community engagement.
Ideally located across from Winter Park Village, The Plymouth provides easy access to shopping, dining, parks, golf courses, and professional services. The community is also near public transportation routes, the Winter Park Community Center, and three major Central Florida hospitals.
With comfort, convenience, and community at its core, The Plymouth offers an exceptional senior living experience in a highly connected Winter Park location.
Special offerIncome restricted
The Plymouth
1550 Gay Rd, Winter Park, FL 32789
Expires July 11, 2026
Apartment building
Studio-1 bed
Pet-friendly
Parking lot
Air conditioning (central)
Shared laundry
Available units
Price may not include required fees and charges.
Unit , sortable column | Sqft, sortable column | Available, sortable column | Base rent, sorted ascending |
|---|---|---|---|
 Studio Studio, 1 ba | 420 | Now | $1,079+ |
 Unit 403 1 bd, 1 ba | 560 | Now | $1,448 |
Unit 533 1 bd, 1 ba | 560 | Now | $1,448 |
Unit 434 1 bd, 1 ba | 560 | Now | $1,448 |
Unit 321 1 bd, 1 ba | 560 | Now | $1,448 |
What's special
Kitchens with granite countertopsThoughtfully designed apartment homesPhone and cable connectionsSpacious walk-in closets
Office hours
| Day | Open hours |
|---|---|
| Mon - Fri: | 8 am - 5 pm |
| Sat: | Closed |
| Sun: | Closed |
Facts, features & policies
Building Amenities
Community Rooms
- Business Center
- Conference Room
- Game Room
- Library
Fitness & sports
- Shuffleboard Court
Other
- Laundry: Shared
Outdoor common areas
- Barbecue
- Garden
- Gazebo
Security
- Controlled Access
- Intercom
Services & facilities
- 24 Hour Maintenance
- Elevator
- On-Site Management
- Online Maintenance Portal
- Online Rent Payment
Unit Features
Appliances
- Range
- Refrigerator
Cooling
- Central Air Conditioning
Flooring
- Vinyl
Heating
- Heat Pump
Other
- Trash Chute On Every Floor
Policies
Parking
- Parking Lot
Lease terms
- One year
Utilities included in rent
- Electricity
- Garbage
- Heat
- Hot water
- Sewer
- Water
Pet essentials
- DogsAllowedSmall and large OKNumber allowed1
- CatsAllowedNumber allowed2
DogsAllowed
Small and large OKNumber allowed1
CatsAllowed
Number allowed2
Neighborhood: 32789
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Walk, Transit & Bike Scores
Walk Score®
/ 100
Very WalkableTransit Score®
/ 100
Some TransitBike Score®
/ 100
BikeableNearby schools in Winter Park
GreatSchools rating
- 4/10Killarney Elementary SchoolGrades: PK-5Distance: 1 mi
- 3/10College Park Middle SchoolGrades: 6-8Distance: 2.2 mi
- 6/10Edgewater High SchoolGrades: 9-12Distance: 2.2 mi
Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Similar apartments for rent
Frequently asked questions
The Plymouth is located at 1550 Gay Rd in Winter Park, FL. The surrounding area includes approximately 20 restaurants and cafes within 1 mile, such as Blaze Pizza, Starbucks, and Wawa.
The nearest public transit stop is Winter park village bus stop, approximately 0.4 miles away.
Based on the latest Zillow data, the average rent across all unit types in Winter Park is currently $2,500 per month. Prices vary by neighborhood, floor plan, and building amenities.
The Plymouth is located within 0.4 miles of Bainbridge Winter Park, 0.5 miles of Martin Luther King, Jr. Park, and 0.5 miles of The Pool.
The Plymouth is located near 3 grocery stores, including 0.2 miles from ABC Fine Wine & Spirits, 0.3 miles from Trader Joe's, and 0.3 miles from Publix. Additional shopping options, including REI, are approximately 0.2 miles away.
The total price for an apartment unit in The Plymouth ranges from $1,079 to $1,448. The total price will vary by floor plan, unit size, and unit amenities.
Rent in Winter Park has decreased by $127 month-over-month, according to the latest Zillow rental data.
The schools assigned to The Plymouth include Killarney Elementary School, College Park Middle School, and Edgewater High School.
This is an income restricted property
This property offers housing at affordable prices. Renters or households must meet income requirements, and the property manager may have additional eligibility criteria.